1 - 20 of 399 Works in Oblivious Sam Winchester
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Dean is so determined to be normal about Cas and what Cas said, so determined for things to get back to normal, that he starts counting his victories. First, he can touch Cas just like he did before--easy. He can comfort him after a nightmare--no problem. He doesn't even think about the fact that Cas is in love with him when Dean's moving around the bunker post-shower, as dressed down as he ever got before, just boxers and his robe closed over them. He's not even worried. Not even thinking twice about what Cas might see. Very natural, very cool; he can be cool about this.
It's just that, along with that, he can't stop thinking about the fact that Cas is in love with him. And when they start watching that fucking schmoopy ass show with Jack, Dean can't stop thinking about that kid, Nick, and where his story's going to go. Why does it matter so much to him anyway?
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aka Dean watches Heartstopper, and it fixes him.
Series
- Part 6 of Season 15 Fix-Its
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Sam really thought he was onto something whenever he made fun of Dean. Dean wasn't laughing, though, because it hit too close to home. What's new?
Just a silly drabble about past Benny/Dean that Dean definitely thought Sam knew about.
- Language:
- English
- Words:
- 562
- Chapters:
- 1/1
- Kudos:
- 24
- Hits:
- 198
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Dean and Castiel have their second date on Christmas Day. However, Dean has forgotten to mention that his family will also be there.
Series
- Part 2 of Romance and Countrymen
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You never knew that? by silver stake through the heart (Dusk_Sky)
Fandoms: Supernatural (TV 2005)
28 Nov 2025
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Dean loves his new life—dating Cas, spending time with Bobby and having an awesome job. It can't be any better.
Then Sam comes back from college for Thanksgiving. Distance and time made him forget every step he took towards Dean and Cas, and he's dead set on fixing the situation with his new-found knowledge.
His illusions won't outlast the day.
POVs: Dean, Sam
Series
- Part 4 of Things change
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Months pass, in silence and empty rooms. Sam calls in every favor they've ever earned and then some, never mentioning a word of it to Dean. Because it can't get worse. He can't give him hope, only to take it away again. So Sam shoulders the burden of that hope alone.
He racks up failure after failure, but he only needs one win. Then, he decides, he's out. Then they're all done. For good.
Just one last win.
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Sam, Dean, and their little sister are working a case when Dean makes an inappropriate comment about college girls. Celeste gets pissed and lectures her brothers on women.
idk how to tag this fml
Series
- Part 30 of Celeste Winchester
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Getting teleported is a wild sensation. Dean can’t describe it—it’s a rush like no other, being flooded with that angelic grace. Taking into consideration the sheer amount of power he feels flowing through his mortal body every time it happens, this side effect he has recently started experiencing does make some kind of sense… he just never would have expected it. And if anyone finds out, he will absolutely never live it down. Because lately, the feeling of his body and spirit both being whisked from one location to another has unfortunately been hurling Dean into an awkward state of arousal.
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A Curse of Obedience is cast on Dean. Dean finds himself forced to obey every “order” given to him (very literally). Worse, the witch made sure that he can’t even tip off Sam or Cas with what’s going on. Will either of them figure it out? Or will Dean be stuck doing what they say (even if it isn’t what they mean)?
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Dean siempre tuvo algo claro:
Un lugar no era hogar si Sammy no estaba presente.
El Bunker era SU Hogar porque lo compartía con su hermano.
Cazar monstruos es peligroso y la asistencia para realizar esta labor era algo bueno. Apoyaba a su hermano en la iniciativa de entregar a otros cazadores el apoyo que necesitaban para protegerse y hacer su trabajo, respaldados por todo el conocimiento de los Hombres de Letras.
Pero eso implica aceptar algo de gente nueva trajinando por el Bunker, gente que le roba la atención de su hermanito. Y uno de ellos le está llenando la cabeza a Sam con sueños sobre una vida lejos de allí, eso es muy molesto.Dean no lo va a permitir. Y para esta misión, Castiel puede ser su mejor arma.
Si lo que su hermano necesita es un novio, Dean puede conseguirle uno que mantenga a Sam donde pertenece. -
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After a hunt in Queens, Dean drags Sam and Cas out to Rockaway Beach for a day in the sun. It’s supposed to be burgers, beers, and volleyball—until Cas gets handed a popsicle.
Watching his angel eat it should be harmless. Instead, it’s filthy. Melt drips down Cas’s chin, his mouth stretches indecently around the stick, and Dean’s brain short-circuits with one thought: that should be me.
One hurried detour to a changing stall later, Dean’s learning just how dangerous it is to get turned on in public—and how much Cas enjoys the risk.
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Congratulations Samson Hughes! It is our pleasure to offer you admission to the Silverlake Institute of Music for the Fall 2011 semester.
Sebastian had thought it was a joke at first, Sam applying to college. But now that his best friend is moving out of Pelican Town, he’s going to have to deal with the fact that Sam will be six hours away making new friends and experiencing new things, leaving Seb to rot in his basement alone.
Oh yeah, and Seb’s in love with him.
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im so bad at summaries.
dean winchester is a grumpy man and cas knows it. he might act differently in his annoyed state than normal. so when he moves closer and closer to cas, he's left to think about a lot of things.
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“What’s that?”
Dean turned around and frowned at his brother. “What the hell, Sammy? You’ve never seen a picnic blanket?”
“I know what it is,” Sam grumbled. “It’s just… We don’t do picnics.”
Suptober - Day 2: Picnic
Series
- Part 1 of Suptober 2025
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Sam hates himself after demon blood was forced onto him again
An old (now fallen) angel friend from before Lucifer rose is here to set things straight
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It’s the beginning of senior year and Sam Winchester is the one thing he thought he’d never be: burnt out.
So he goes on an impromptu trip across the country to crash with his older brother, even though they haven’t really spoken in two years. But Dean’s always been a creature of habit, so what could’ve changed? Right? So now he’s on a couch in the middle of Massachusetts, Dean is weirdly put together, and why is there a stranger with blue eyes in his brother's apartment?
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Deans been thinking about Cas in ways he shouldn’t think of his male best friend the shame he feels everytime he’s next to him he hates himself for it denying and denying.
- Language:
- English
- Words:
- 1,084
- Chapters:
- 1/?
- Kudos:
- 2
- Hits:
- 94
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Unfortunately for Sam, waking up in a completely unfamiliar place with no idea how he got there, isn’t unusual. Ancient Greece is a new one though.
OR the Team Free Will in the Odyssey fic literally no one but me wanted
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John had grown antsy now that the boys were out of school for the summer. He usually only indulged his desire for Dean when Sammy was occupied elsewhere. But a trip through Indiana made him reconsider the unspoken boundaries he’d kept with his son. Dean is 13, Sam is 9, John is going to hell.
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My prompt fill for Dadfuckerfest's Fun In The Son event, AND prompt fill for the Daddycest Discord Server's Moodboard Madness event! Took out two birds with one stone on this one!
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Finally getting a few summer days of reprieve from hunting, John treats his boys to some alcohol before they play around in the motel pool. And as night creeps in, John's perverse desires for his eldest son only grow stronger. Dean has complicated emotions about it all, and Sam is completely oblivious to the dark depths of his brother and father's twisted relationship.
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HEED THE TAGS.
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@xPurdyGlambertx on Tumblr and Discord, hmu if you enjoy my works! -
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Summary
He still manages to stumble over and snap a hand over Sam’s mouth, looping an arm around his torso and yanking him back. Pulling him away. Getting him out of there before it goes bad.
And Sam yields.
Dean doesn’t know why he yields but he’s not gonna question it. He’s just gonna be thankful for it as he utters out apologies and says it won’t happen again and drags him to the door. Each step he takes is hastened, scared maybe.
He barely catches it, but it still takes far too much willpower to keep moving in the wake of a quiet, disdain filled, “When will you learn.”
Series
- Part 29 of June of Doom/Pride Month Prompts 2025